HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → trans-4-[(3-Indolylacetyl)amino]-5-oxo-1-phenyl-3-pyrrolidinecarboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Tetrahydrofuran ethanol | HCID 21873804 | — |
| Reactant | Ethyl cis-4-[(1H-indol-3-ylacetyl)amino]-5-oxo-1-phenyl-3-pyrrolidinecarboxylate | HCID 67794878 | — |
| Solvent | Water | HCID 962 | — |
| Product | trans-4-[(3-Indolylacetyl)amino]-5-oxo-1-phenyl-3-pyrrolidinecarboxylic acid | HCID 67794351 | 25.7% |
Reaction Steps
To the title compound of example 8 (520 mg, 1.28 mmol) in 1:4 THF/EtOH (20 ml) was added lithium hydroxide (46 mg (1.92 mmol) in H2O (10 ml) and stirred for 2.5 h. The reaction mixture was acidified with 1N HCl to pH 3 and concentrated in vacuo. The mixture was purified by chromatography on silica gel (CH3OH/HOAc/CH2Cl2 gradient 10/1/89 to 20/1/79) to give 124 mg (18%) of the title compound. MS calcd for C21H19N3O4 : 377, found 377.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05314886 |
| Source dataset | uspto-grants-1994_05 |
| ORD ID | ord-a6f38ce5cd6f4a96aecc0ccb8e43b71b |
| Source note | uspto-grants-1994_05 |